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Sulfanilic acid: a versatile and efficient catalyst among various organoacids screened for the synthesis of 1-amidoalkyl-2-naphthols under solvent-free condition

Abstract

A series 1-amidoalkyl-2-naphthols were synthesized by one-pot three-component condensation reaction of β-naphthol with various aromatic aldehydes and amides under thermal (hot plate and oil bath) and microwave techniques. and the effect of various organoacids used as catalyst was studied. Among the various acids screened, p-aminobezene sulphonic acid (sulfanilic acid) came out to be a versatile catalyst and the corresponding products were obtained in good to excellent yield (84–94 %) under solvent-free condition.

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Scheme 1
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Scheme 2

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Acknowledgments

The authors gratefully acknowledged Dr. D.N. Prasad, Principal, and Management, Shivalik College of Pharmacy, Nangal, Punjab for constant encouragement and support. Thanks are also due to SAIF, Panjab University, Chandigarh for cooperation in getting the spectral data.

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Correspondence to Rajesh K. Singh.

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Singh, R.K., Singh, B., Duvedi, R. et al. Sulfanilic acid: a versatile and efficient catalyst among various organoacids screened for the synthesis of 1-amidoalkyl-2-naphthols under solvent-free condition. Res Chem Intermed 41, 4083–4099 (2015). https://doi.org/10.1007/s11164-013-1513-5

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Keywords

  • Sulfanilic acid
  • 1-Amidoalkyl-2-naphthol
  • Organoacid catalyst
  • One-pot reaction
  • Microwave irradiation
  • Solvent-free